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436 Main Street, 
Winchester, CT 06098

$750,000


4

Beds


2

Baths


5,389

Sq Ft


Multi-Family

Active

Listed by

Anthony Gioia, (860) 459-8911

The Washington Agency, (860) 482-7044

Last updated:

January 7, 2026, 12:29 PM

MLS#

24135030

Source:

CT

About This Home

436 Main Street

One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year track record of success and a loyal customer base, this restaurant has earned recognition in top publications including the New York Times, Wall Street Journal, Hartford Courant, CT Magazine, and numerous local publications - Sale includes the business and comes fully equipped with all infrastructure items. This is a rare opportunity to step into a thriving, reputable restaurant with an exceptional reputation-ready to operate from day one - Numerous infrastructure items are included in the sale totaling well over 100k (See list in attached docs)***Price includes thriving restaurant with 10 year track record with all equipment included. See attachment for equipment list***

Home Facts

Multi-Family

2 Baths

4 Bedrooms

Built in 1910

Price Summary

750,000

$139 per Sq. Ft.

MLS #:

24135030

Last Updated:

January 7, 2026, 12:29 PM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Interior

Living Area:

5,389 Sq. Ft.


Structure

Structure

Building Area:

5,389 Sq. Ft.

Year Built:

1910


Lot

Lot Size (Sq. Ft):

4,356


Finances & Disclosures

Finances

Price:

$750,000

Price per Sq. Ft:

$139 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.